HIGH QUANTUM YIELD ACRIDINIUM COMPOUNDS AND THEIR USES IN IMPROVING ASSAY SENSITIVITY

• Main Authors: COSTELLO, JAMES, SHARPE, DAVID, JIANG, QUINGPING, NATRAJAN, ANAND
• Format: Patent
• Language: English; French
• Published: 07.12.2006
• Subjects: ADHESIVES; APPLICATIONS OF SCANNING-PROBE TECHNIQUES, e.g. SCANNING PROBEMICROSCOPY [SPM]; CHEMISTRY; DYES; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HETEROCYCLIC COMPOUNDS; INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIRCHEMICAL OR PHYSICAL PROPERTIES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES; MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FORELSEWHERE; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MEASURING; METALLURGY; MISCELLANEOUS APPLICATIONS OF MATERIALS; MISCELLANEOUS COMPOSITIONS; NANOTECHNOLOGY; NATURAL RESINS; ORGANIC CHEMISTRY; PAINTS; PERFORMING OPERATIONS; PHYSICS; POLISHES; SCANNING-PROBE TECHNIQUES OR APPARATUS; SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; TECHNICAL SUBJECTS COVERED BY FORMER USPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ARTCOLLECTIONS [XRACs] AND DIGESTS; TESTING; TRANSPORTING

The present invention relates to hydrophilic, high quantum yield acridinium compounds. It has been discovered that the placement of electron-donating groups in the acridinium ring system increases the amount of light that is emitted by the corresponding acridinium compound when its chemiluminescence is triggered by alkaline peroxide. More specifically, it has been found that the placement of one or two hydrophilic, alkoxy groups at the C-2 and/or C-7 position of the acridinium ring system of acridinium compounds increases their quantum yield and enhances the aqueous solubility of these compounds. The present hydrophilic, high quantum yield, acridinium compounds are useful chemiluminescent labels for improving the sensitivity of immunoassays. La présente invention concerne des composés hydrophiles à base d'acridine à rendement quantique élevé. On a découvert que la mise en place de groupes donneurs d'électrons dans un système de noyau d'acridine augmente la quantité de lumière émise par le compose d'acridine correspondant, et la chimiluminescence est déclenchée par le peroxyde d'alcalin. On a découvert plus particulièrement que la mise en place d'un ou deux groupes alcoxy hydrophiles dans les positions C-2 et/ou C-7 du système de noyau d'acridine des composés d'acridine augment le rendement quantique et améliorer la solubilité dans l'eau de ces composés. Ces composés à base d'acridine hydrophiles à rendement quantique élevé constituent des étiquettes chimiluminescentes efficaces à des fins d'amélioration des la sensibilité d'immuno-dosages.